Amino Catalytic Oxidative Thioesterification Approach to α-Ketothioesters

Autor: Manoj Khushwaha, Parvinder Pal Singh, Qazi Naveed Ahmed, Nagaraju Mupparapu, Ajai Prakash Gupta
Rok vydání: 2015
Předmět:
Zdroj: The Journal of Organic Chemistry. 80:11588-11592
ISSN: 1520-6904
0022-3263
DOI: 10.1021/acs.joc.5b02176
Popis: An efficient metal-free method for the synthesis of α-ketothioesters is described for the first time. This reaction features the ability of pyrrolidine to fine-tune the reaction between 2-oxoaldehyde and thiols through iminium to the desired product in moderate to good yields. As an advantage, no external oxidants or metal catalysts are required in our method. Reactions performed under modified conditions lead to an apparent balance in reactivity of secondary amine and thiols toward 2-oxoaldehydes.
Databáze: OpenAIRE